Hike Hebron, CT

If you’re looking for the best hiking trails in Hebron this is the complete guide to all the town trails, waterfalls, and history it has to offer.

2014 Hebron Plan of Conservation and Development

Town Parks

  • Burnt Hill Park –★★– 1 mile — Mainly sports fields, but a well kept trail leads around the outskirts of the park
  • Chesnut Hollow –★– 1 mile — A forgotten park starts next to the historical “old town pound”. Trails are short, overgrown, and fade away the further in you go
  • Grayville Falls –★★– Less than a mile — Long sloping waterfall just off the Air Line Trail
  • Hebron Center Trail –★– Less than a mile — Simple and good for casual strolls along an access road, the back of private property, and a loop along Rt. 66 if you’re so inclined
  • Raymond Brook Trail — Under Construction

Land Trust

  • None

State Parks / Forest

Blue Blaze

  • None

The Rest

  • Prophet’s Rock — Private property, has been a annual guided in years past
  • Holbrook Pond Water Access –★– No trails — Unexplored

Now go out and hike Hebron, CT!

Hebron Center Trail


41.663975, -72.362267

Hebron Center Trail Hebron Town Park in Hebron, CT Parking: Medium sized lot near 66 Wall St Hebron, CT Trail Map      Trails: 1 mile   …

Chestnut Hollow


41.657415, -72.372151

Chestnut Hollow Preserve Hebron Town Park 24 acres in Hebron, CT Parking: Small lot near 7 Chestnut Hill Road, Hebron, CT Trail Map          …

Burnt Hill Park


41.682602, -72.387645

Burnt Hill Park Hebron Town Park 171 acres in Hebron, CT Parking: Several lots near 148 East St Hebron, CT Trail Map     Trails: 1 mile   …

Gay City State Park


386 North St, Hebron, CT 06248

Gay City State Park Connecticut State Park 1,569 acres in Hebron, CT Parking: Large lot at 386 North St Hebron, CT year round with additional parking open…

Grayville Falls


41.612828, -72.368980

Grayville Falls Town Park Hebron Town Park 20 acres in Hebron, CT Parking: Medium sized lot near 142 Grayville Rd Hebron, CT Trail Map    Trails: Less than…